US1005233A - Orange wool-dye. - Google Patents

Orange wool-dye. Download PDF

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Publication number
US1005233A
US1005233A US62781011A US1911627810A US1005233A US 1005233 A US1005233 A US 1005233A US 62781011 A US62781011 A US 62781011A US 1911627810 A US1911627810 A US 1911627810A US 1005233 A US1005233 A US 1005233A
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United States
Prior art keywords
orange
acid
wool
dye
red
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US62781011A
Inventor
Richard Kothe
Oscar Dressel
Heinrich Hoerlein
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Farbenfabriken Vorm Friedr Bayer and Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Farbenfabriken Vorm Friedr Bayer and Co filed Critical Farbenfabriken Vorm Friedr Bayer and Co
Priority to US62781011A priority Critical patent/US1005233A/en
Application granted granted Critical
Publication of US1005233A publication Critical patent/US1005233A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28—Amino naphthols
    • C09B29/30—Amino naphtholsulfonic acid

Definitions

  • a aryl, A and A hydrogen or a substituent, X hydrogen 'or a sulfonic group are after being dried and pulverized in the shape of their alkaline salts from yellowishred to violet powders soluble in water and in concentrated sulfuric acid with from an orange to red to violet color; yielding u on reduction with stannous chlorld and by rochloric acid an aminoarylsulionamid and a diaminonaphthol sulfonlc acid. They dye wool from orange to blue-red shades which are remarkable for their excellent :Eastness to millin ,washing and light.
  • orylsulfonemids with acidglized aminonaphthol sulfonic acids, w ieh dyes are after being dried and ulverized in the she e of their alkaline so, ts from orange to red ish-brown owders soluble in water and in concentrated sulfuric acid with fromen orange to red color; yielding upon treatment with stannous chlorid and hydrochloric acid an aminoarylsulfonamid and a djaminonaphthol sulfonic acid and dyeing wool from acid baths from orange to re shades, substantially '51s described.

Description

UNITED STATES PATENT OFFICE;
RICHARD KOTHE, 0F VOHWINKEL, OSCAR DRESSEL, 0F ELBERFELD, AND HEINRICH HOEBLEIN, 0E VOHWINKEL, GERMANY, ASSIGNORS TO FARBENFABRTKEN VORM. FRIEDB. BAYER do 00., OF ELBERFELD, GERMANY, A. CORPORATION OF GERMAN cannon wooL-nYE.
No Drawing.
" noarylsulfonamids with acidylized aminonaphthol sulfonic acids.
The new dyestuffs having most probably the general formula:
Al X
(A aryl, A and A hydrogen or a substituent, X hydrogen 'or a sulfonic group) are after being dried and pulverized in the shape of their alkaline salts from yellowishred to violet powders soluble in water and in concentrated sulfuric acid with from an orange to red to violet color; yielding u on reduction with stannous chlorld and by rochloric acid an aminoarylsulionamid and a diaminonaphthol sulfonlc acid. They dye wool from orange to blue-red shades which are remarkable for their excellent :Eastness to millin ,washing and light.
In or or to illustrate the new process more fully the following example is given, the parts being by weight-29.2 parts of Q-tcluidin-4sulfon-ortho-anisidid (c ,H, on, 1 NH, so nno in :o'cii,
after being dried and pulverized in the Specification of Iietters Patent.
Application filed May 17, 1811. Serial No. 627,810.
Patented Oct. 10, 1911.
shape of its sodium salt a red powder hav- 111;: most probably the formula soluble in Water with an orange-red and in concentrated sulfuric acid with a red color. It dyes wool from acid baths brilliant. orange even shades fast to light and to milling. Upon treatment with stannous chlorid and hydrochloric acid it is split up, 2- toluidiu--sulfon-ortho-anisidid and 2.6-di amino-5-naphthol-7-sulfonic acid being obtained.
The process is carried out in an analogous manner on starting from other sulfonamids, e. g. aminophenylsulfonamid (NI-l' C H -SO NHJ 2-toluidin-4-sulfontoluidid:
(C H CH I NH SO NHG l-l (OIL) 4:-toluidinQ-sulfonybl-naphthylamin-5-sul-- fonic acid:
, isoi-nn-cmne-sona,
orylsulfonemids with acidglized aminonaphthol sulfonic acids, w ieh dyes are after being dried and ulverized in the she e of their alkaline so, ts from orange to red ish-brown owders soluble in water and in concentrated sulfuric acid with fromen orange to red color; yielding upon treatment with stannous chlorid and hydrochloric acid an aminoarylsulfonamid and a djaminonaphthol sulfonic acid and dyeing wool from acid baths from orange to re shades, substantially '51s described.
2. The herein described new dyestufi having most probably the formula:
CHI so,H K11 00011- Or-NK-(hHdOGH:
which is after being dried and pulverized in the shape of its sodium salt a, red powder soluble-in water with an orange-red end in concentrated sulfuric acid with a, red color; yielding upon reduction with stannous chlorid and hydrochloric acid 2-toluidin-4- sulfo ortho anisidid and 2.,6 -',diamino 5- naphthol-7-Sulfoni0 acid and dyeing wool from acid baths brilliant orange shades, substantially as described. f
In testimony whereof we have hereunto set ourvhnnds in the presence of two subscribing witnesses.
3mm) KOTHE. [13.8.] OSCAR. DRESSEL. L 5. HEINRICH *HOERLEIN. 11. 8.
Witnesses:
Cues. J. WRIGHT Annnn'r Annex.
US62781011A 1911-05-17 1911-05-17 Orange wool-dye. Expired - Lifetime US1005233A (en)

Priority Applications (1)

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US62781011A US1005233A (en) 1911-05-17 1911-05-17 Orange wool-dye.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US62781011A US1005233A (en) 1911-05-17 1911-05-17 Orange wool-dye.

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US1005233A true US1005233A (en) 1911-10-10

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2634263A (en) * 1949-07-21 1953-04-07 Sandoz Ag Monoazo dyestuffs

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2634263A (en) * 1949-07-21 1953-04-07 Sandoz Ag Monoazo dyestuffs

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